Preparing phenyl silicates from phenols and sis2



Patented Oct. 2, 1951 UNITED STATES PATENT OFFICE PREPARING PHENYLSILICATES FROM PHENOLS AND SiSz James B. Culbertson, Lockport, Hendrikde W. Erasmus, Lewiston, and Robert M. Fowler, Niagara Falls, N. Y.,assignors to Union Carhide and Carbon Corporation, a corporation of NewYork No Drawing. Application June 8, 1949, Serial No. 97,923

Claims. (Cl. 2G0448.8)

1 This invention relates to a novel method for What is claimed is:making phenyl silicates, and more particularly 1. A method for making aphenyl silicate to a method for making tetra phenyl orthowhich comprisesreacting silicon disulfide with silicate. a phenol free from reactivegroups other than In accordance with the invention a phenyl 5 hydroxyl.silicate is prepared by reacting silicon disulfide 2. A method formaking tetra phenyl ortho- (SiSz) with a phenol which is free fromgroups, silicate which comprises reacting silicon disulother than thehydroxyl groups, reactive with fide with phenol.

silicon disulfide. The reaction proceeds accord- 3. A method for makingtetra phenyl orthoing to the following equation, wherein R. is ansilicate which comprises heating a mixture of aryl radical: silicondisulfide and phenol.

4. A mBthOd for making tetra phenyl Orthosilicate which comprisesreacting at least four reactlon the PP can earned mols of phenol withone mol of silicon disulfide. out with substantially pure silicondisulfide, or A method for making tetra phenyl orthm Wlth slhcondlsulfiqe muted Wlth other silicate which comprises reacting silicondisulterials. For example the so-called annealed silifide t phenol hilremoving hydrogen sulfide con monosulfide, which is a mixture of siliconand during the reaction silicon disulfide, has been used successfully.This is the product obtained by condensing silicon JAMES CULBERTSONmonosulfide vapor slowly, or by heating silicon HENDRIK ERASMUS,monosulfide below its volatilization temperature ROBERT FOWLER until itchanges into a mixture of silicon and silicon disulfide. REFERENCESCITED In an example of how the novel method was performed, annealedsilicon monosulfide (SiS2+Si) was added to a stoichiometric excess Thefollowing references are of record in the file of this patent:

of phenol (CsHsOH) contained in a reaction FOREIGN PATENTS vessel atatmospheric pressure, and the vessel Number Country Date was heated in awater bath while hydrogen sul- 436,808 Italy June 14, 1948 fide wasremoved. The tetra phenyl orthosilicate (CsH)4Si obtained as productanalyzed 7.5% OTHER REFERENCES silicon, boiled at 5 C. under a pressureof Malatesta: Gazz. Chim. ItaL, vol. 78 (1948),

20 to 25 millimeters of mercury, boiled at 400 pages 753-763. 1- 5 C.under a pressure of 760 millimeters of mercury, and had a melting pointof 48 C.

1. A METHOD FOR MAKING A PHENYL SILICATE WHICH COMPRISES REACTINGSILICON DISULFIDE WITH A PHENOL FREE FROM REACTIVE GROUPS OTHER THANHYDROXYL.